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Are you using the stock text message app? If so, try handcent.
Do your contact's phone numbers have a "+1" at the beginning so it looks like +15072221234? If so remove it and try sending a new message again, HTC's stock ICS message app doesn't seem to like numbers in this format. This has been an issue with other HTC devices and Facebook contact sync, you might also have to delete all messages from that contact after changing the number before you can send again. Here is some discussion on that problem on another site: Cant send text Error 65535
I am having the same problem.![]()